Kihei Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Kihei

Find the best Kihei areas and neighborhoods for the activities you enjoy most. Learn more about Kihei
A beach with clear turquoise water, people sunbathing and swimming, and a mountain in the background.

Wailea

6 out of top 10 points of interest in this area
5/5(2 area reviews)

A noteworthy feature of Wailea is its stunning beaches. While you're in town, be sure to stop and check out Wailea Beach and Shops at Wailea.

Find hotels in Wailea

Top hotels in Kihei

Grand Wailea Maui, A Waldorf Astoria Resort

Grand Wailea Maui, A Waldorf Astoria Resort

5 out of 5
3850 Wailea Alanui Drive Kihei HI
The price is 21.301.622 ₫ per night from 26 Jul to 27 Jul
21.301.622 ₫
26.993.731 ₫ total
26 Jul - 27 Jul
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"The room was a nice size spacious. The staff was very accommodating. The pools were beyond fanatic. The hotel property is beautiful. We definitely enjoyed our staff."

Reviewed on 6 Jul 2026

Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui

Fairmont Kea Lani Maui

5 out of 5
4100 Wailea Alanui Dr Kihei HI
The price is 27.322.583 ₫ per night from 6 Aug to 7 Aug
27.322.583 ₫
33.996.175 ₫ total
6 Aug - 7 Aug
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"Breathtaking place!"

Reviewed on 2 Jul 2026

Fairmont Kea Lani Maui
Four Seasons Resort Maui at Wailea

Four Seasons Resort Maui at Wailea

5 out of 5
3900 Wailea Alanui Drive Kihei HI
The price is 24.853.500 ₫ per night from 15 Jul to 16 Jul
24.853.500 ₫
31.221.214 ₫ total
15 Jul - 16 Jul
includes taxes & fees
9.6/10 Exceptional! (1,003 reviews)
"My kids loved the kids club great stuff"

Reviewed on 3 Jul 2026

Four Seasons Resort Maui at Wailea
See all 5,369 properties in Kihei
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Kihei attractions

A tropical beach with palm trees, a sandy shore, and the ocean.

Wailea Beach

9.4/10 (4,138 reviews)
Golden sands meet turquoise waters at this crescent-shaped Maui paradise flanked by luxury resorts. Enjoy exceptional snorkelling near rocky outcrops or simply bask in the serenity of this swimmer-friendly beach.
See properties

Frequently asked questions

How much does a Kihei holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Kihei costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Kihei?
If you'd like to book a cheap Kihei holiday package, consider travelling in September, October and November. You'll typically find better prices on hotels and flights during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Kihei?
Kihei holidays come in all shapes and sizes, but to really sink your teeth into this destination, we'd suggest 5 days is about right. In this timeframe, you can fit in top attractions like Keawakapu Beach North and Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters and seek out some lesser-known spots. Don't skip neighbourhoods such as Halama Street and Ukumehame Ahupuaa either. If you're smart with your time, you can even schedule a day trip from Kihei too.
Is it worth booking a holiday package to Kihei?
Kihei has everything you need for a fantastic getaway — underwater activities, surfing and distilleries and craft breweries are just the start. Whether you want to check out sights such as Maui Nui Golf Club and Maui Fish Pipe, or venture off the beaten track, there's plenty to see and do on your Kihei holiday.
How to find the best Kihei package deals?
Use Expedia's filters to find some terrific Kihei package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Kihei package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to book your holiday package as soon as possible.
Is it cheaper to book a Kihei holiday as a package?
You can enjoy significant savings on your Kihei escape by booking a tailored holiday package. Click on the "Package" heading, then select your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Kihei?
If you have your Kihei holiday dates locked in, book as soon as you can to bag some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Kihei?

  1. Choose when to go: Check your calendar and get packing. Your preferred time of year and the available activities will also help you decide when to escape to Kihei.
  2. Plan your budget wisely: Besides the price of your accommodation, you should factor in other expenses too. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that could arise during your trip to Kihei.
  3. Decide how many days away: Start by listing all the sights and activities you want to get to in Kihei. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalised Kihei holiday package.

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